1,2-dithiolan-4-yl 1H-indole-2-carboxylate

ID: ALA2419090

PubChem CID: 72163427

Max Phase: Preclinical

Molecular Formula: C12H11NO2S2

Molecular Weight: 265.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1CSSC1)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C12H11NO2S2/c14-12(15-9-6-16-17-7-9)11-5-8-3-1-2-4-10(8)13-11/h1-5,9,13H,6-7H2

Standard InChI Key:  BLAGNGWLTRZWCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   17.4599  -12.7416    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.8891  -13.4456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6587  -12.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5877  -13.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3481  -14.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8820  -14.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1744  -13.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4585  -14.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1883  -12.9258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7925  -13.6760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1970  -14.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3719  -14.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1252  -14.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3216  -13.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7638  -14.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0152  -15.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8183  -15.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  2  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 13  1  0
 12 11  1  0
 11  8  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2419090

   dithiolan-4-yl 1H-indole-2-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 265.36

Molecular Weight (Monoisotopic): 265.0231

AlogP: 3.09

#Rotatable Bonds: 2

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.24

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: -0.07

References

1. Chen J, Jiang CS, Ma WQ, Gao LX, Gong JX, Li JY, Li J, Guo YW..  (2013)  The first synthesis of natural disulfide bruguiesulfurol and biological evaluation of its derivatives as a novel scaffold for PTP1B inhibitors.,  23  (18): [PMID:23942421] [10.1016/j.bmcl.2013.07.039]

Source

Source(1):

• Scientific Literature